Wilmington Homes

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  /4

  $39,000 Pending

  • Land
  • 0.94 Acre
  • $41,489 per Acre

  00 Stable Rd, Wilmington, VT 05363

  A ~1 acre wooded building lot at the end of Stable Road, a quiet dead-end road.

  

  Kristin Comeau

  TPW Real Estate

  (802) 532-5705

  00 Stable Rd, Wilmington, VT 05363
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• 

  

  

  /40

  $90,000 Sold Apr 30, 2025

  • Land
  • 1.93 Acres
  • $46,632 per Acre

  • 188 Days On Market

  M557-M560 Upper Dam Rd, Wilmington, VT 05363

  QUAD LOT WITHIN A SHORT WALK TO THE CLUBHOUSE! Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking, biking, snowmobiling, and more on our 1,200-acre resort campus featuring the exclusive members-only Clubhouse located at 2,000' in elevation, and members enjoy 300 acres of common land with an

  Sigrid Pickering Chimney Hill Realty

  M557-M560 Upper Dam Rd, Wilmington, VT 05363
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  /37

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft

  3 Valley View Unit CHB004, Wilmington, VT 05363

  3 Valley View Unit CHB004, Wilmington, VT 05363
• 

  

  

  /48

  $675,000

  • 4 Beds
  • 2 Baths
  • 1,484 Sq Ft

  42 View Rd, Wilmington, VT 05363

  Situated in the highly sought-after Chimney Hill Resort community of Wilmington, Vermont, this versatile property offers a unique opportunity for vacation living and rental income. The chalet-inspired main home features an open floor plan with soaring ceilings, an upgraded kitchen with smart home features, and seamless access to a wraparound deck surrounded by mature woods. A detached garage adds

  Nick Sicard EXP Realty

  42 View Rd, Wilmington, VT 05363
• 

  

  

  /43

  $405,000 Sold Apr 30, 2025

  • 1,985 Sq Ft
  • $204/SF
  • 312 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  9 First Ln Unit 5, Wilmington, VT 05363

  Spacious end unit townhouse overlooking the 1st Fairway at The Haystack Golf Club. The main floor is flooded with natural light, featuring exposed wood beams, vaulted ceilings, a wood burning fireplace with fieldstone surround and an open concept kitchen, dining and living room, gas range and breakfast bar. Up a half flight of stairs is a half bath for guests followed by a large loft and bathroom

  Monique White Deerfield Valley Real Estate

  9 First Ln Unit 5, Wilmington, VT 05363
• 

  

  /32

  Est $539,748 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  50 Mowing Way, Wilmington, VT 05363

  50 Mowing Way, Wilmington, VT 05363
• 

  

  /27

  $650,000

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

  12 Conifer Ln, Wilmington, VT 05363

  Welcome to 12 Conifer Lane, your private 3 bedroom 3 bath escape in beautiful Southern Vermont. Built with quality construction and a 5 star energy rating, this home is move-in ready and should provide years of stress free ownership. The feeling inside is comfortable and cozy. Cathedral ceilings in the open concept living and dining room are anchored by the wood burning fireplace, making it a

  Mike Masters Four Seasons Sotheby's Int'l Realty

  12 Conifer Ln, Wilmington, VT 05363
• 

  

  /45

  $875,000 Sold Apr 25, 2025

  • 3,536 Sq Ft
  • $247/SF
  • 114 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2006

  15 Cedar Creek Dr Unit A-2, Wilmington, VT 05363

  Imagine a home that seamlessly blends elegance with functionality, where every detail has been meticulously curated to create an inviting atmosphere for both relaxation and celebration. This stunning residence boasts an open floor plan that encourages gatherings, highlighted by a magnificent wood burning, fieldstone fireplace and soaring 20-foot exposed beam ceilings adorned with warm, indirect

  John Redd Skihome Realty

  15 Cedar Creek Dr Unit A-2, Wilmington, VT 05363
• 

  

  /37

  Est $1,140,399 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,719 Sq Ft

  51 Spruce Lake Estates, Wilmington, VT 05363

  51 Spruce Lake Estates, Wilmington, VT 05363
• 

  

  /38

  $649,000

  • 6 Beds
  • 3 Baths
  • 2,312 Sq Ft

  10 E Village Cir, Wilmington, VT 05363

  Located across the road from The Hermitage Club at Haystack Mountain, only 5 minutes to Mount Snow and just 30 to Stratton, this single-family home offers the perfect blend of rustic charm and modern comfort. Set on 1.55 acres with a large, level yard and ample road frontage, the house sits well back from the road for privacy and a peaceful setting.Inside, the fully renovated first floor

  Samantha Decker Deerfield Valley Real Estate

  10 E Village Cir, Wilmington, VT 05363
• 

  

  /29

  $430,000 Sold Apr 24, 2025

  • 1,985 Sq Ft
  • $217/SF
  • 78 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  29 First Unit 19, Wilmington, VT 05363

  Located along the scenic Haystack Golf Course, this 3-bedroom, 4-bathroom townhouse offers an exceptional blend of comfort, style, and convenience in Vermont’s Green Mountains. Just minutes from The Hermitage Club, Mount Snow Resort, and historic downtown Wilmington, VT, this home is a perfect retreat for both seasonal and year-round enjoyment. The open-concept living area features vaulted

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  29 First Unit 19, Wilmington, VT 05363
• 

  

  /38

  Est $1,750,954 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 6,478 Sq Ft

  45 Tessahoc Ln, Wilmington, VT 05363

  45 Tessahoc Ln, Wilmington, VT 05363
• 

  

  /33

  $697,500

  • 5 Beds
  • 4 Baths
  • 2,784 Sq Ft

  97 North Rd, Wilmington, VT 05363

  Stunning updated chalet in the Chimney Hill community just outside the village of Wilmington, and a short drive to both the Mount Snow ski resort and Lake Whitingham. This home has been completely gutted and renovated including all new insulation, windows, roof, siding, on demand hot water, minisplit ac, landscaping, and more. As you drive up, you can't miss the idyllic curb appeal complemented

  Adam Palmiter Berkley & Veller Greenwood/Dover

  97 North Rd, 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
• 

  

  /18

  Est $363,294 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  7 Center Rd, Wilmington, VT 05363

  7 Center Rd, Wilmington, VT 05363
• 

  

  /25

  $625,000

  • 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
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  /33

  $455,000 Sold Apr 14, 2025

  • 2,888 Sq Ft
  • $158/SF
  • 9 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1980

  24 Howes Loop Unit 614 A, Wilmington, VT 05363

  Tastefully renovated home in the desirable Chimney Hill community of Wilmington, Vermont. This open, spacious, bright, and cheery home has been thoughtfully updated. The main living floor features an open-concept layout with tall ceilings and a striking fireplace as the focal point. Three bedrooms and two baths, including a primary suite, complete this level. The lower level offers a cozy family

  Jacki Murano Southern Vermont Realty Group

  24 Howes Loop Unit 614 A, Wilmington, VT 05363
• 

  

  /40

  Est $1,062,117 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  220 Lake Raponda Rd, Wilmington, VT 05363

  220 Lake Raponda Rd, Wilmington, VT 05363
• 

  

  /25

  $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
• 

  

  /60

  $341,000 Sold Mar 28, 2025

  • 1,464 Sq Ft
  • $233/SF
  • 244 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  28 Town Farm Rd Unit B 9, Wilmington, VT 05363

  Looking for a Vermont Getaway? Great location in Chimney Hill's Section B. Classic chalet style with mudroom foyer, three bedrooms and 1.5 baths. Nice and numerous updates include a brand-new Kitchen, Full bath with soaking tub and shower stall, a gas fired stove for chilly nights, Vaulted ceiling in the living room, covered porch and living room addition make extra room for entertaining.

  Sigrid Pickering Chimney Hill Realty

  28 Town Farm Rd Unit B 9, Wilmington, VT 05363
• 

  

  /22

  Est $370,515 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  498 Stowe Hill Rd, Wilmington, VT 05363

  498 Stowe Hill Rd, Wilmington, VT 05363
• 

  

  /42

  $875,000

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

  37 Pleasant View Ln, Wilmington, VT 05363

  Seeking an upscale but also rustic, Vermont retreat? Looking for privacy but convenience to amenities? Love a water feature and a mountain view? Need a place to host large gatherings but also cozy enough for a romantic weekend getaway? This is just the place. Tucked away on a private road sits this spacious 4 bedroom, 3.5 bath, true log home with an excellent layout over 3 finished floors. All

  Jacki Murano Southern Vermont Realty Group

  37 Pleasant View Ln, Wilmington, VT 05363
• 

  

  /58

  $2,754,000 Sold Mar 21, 2025

  • 4,338 Sq Ft
  • $635/SF
  • 106 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2023

  18 Grenoble Way Unit 204, Wilmington, VT 05363

  Welcome to your dream slopeside retreat at the private Hermitage Ski Club! This exceptional 5-bedroom, 6-bathroom townhome has been meticulously designed to offer the perfect balance of luxury and functionality. With direct ski access, the home boasts custom upgrades and elegant interior finishes throughout. Upon entry, you will find a beautifully designed mudroom crafted for an active lifestyle.

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  18 Grenoble Way Unit 204, Wilmington, VT 05363
• 

  

  /16

  Est $221,446 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,224 Sq Ft

  355 Higley Hill Rd, Wilmington, VT 05363

  355 Higley Hill Rd, Wilmington, VT 05363
• 

  

  /40

  $895,000

  • 5 Beds
  • 3.5 Baths
  • 3,436 Sq Ft

  67 Castle Hill Rd, Wilmington, VT 05363

  Rare opportunity to own a meticulous 1830s vintage farmhouse, completely turn-key with extensive updates, renovations, and modern amenities. Conveniently located just outside the country village of Wilmington for shopping and great dining options, a short drive to the Mount Snow ski resort, and just up the street from the Lake Whitingham boat launch and beach areas, for true four season

  Adam Palmiter Berkley & Veller Greenwood/Dover

  67 Castle Hill Rd, Wilmington, VT 05363
• 

  

  /8

  $59,000 Sold Mar 14, 2025

  • Land
  • 14 Acres
  • $4,370 per Acre

  • 172 Days On Market

  1625 Vt Route 9, Searsburg, VT 05363

  Come explore the heart of the Green Mountain National Forest and realize the potential for this great 13.5 acre lot. The land itself is bordered by National Forest land on two sides and is very private while also being super accessible. The layout of the land is gently sloping down from the road to what would be a great building site situated just above a beautiful wetland area. The current owner

  Mike Masters Four Seasons Sotheby's Int'l Realty

  1625 Vt Route 9, Searsburg, VT 05363
• 

  

  /23

  Est $332,704 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  443 Higley Hill Rd, Wilmington, VT 05363

  443 Higley Hill Rd, Wilmington, VT 05363
• 

  

  /19

  $649,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 2,304 Sq Ft

  210 Old Mill Ln, Wilmington, VT 05363

  What a spot! 10 acres overlooking Lake Whitingham with trail access to the waters edge. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, exclusive shared lake access and beach area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby ski areas of Mount Snow and the Hermitage

  Adam Palmiter Berkley & Veller Greenwood/Dover

  210 Old Mill Ln, Wilmington, VT 05363
• 

  

  /38

  $610,000 Sold Mar 12, 2025

  • 2,940 Sq Ft
  • $207/SF
  • 8 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  15 Three Streams Way, Wilmington, VT 05363

  Beautiful upscale 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 double lot in the Chimney Hill community on a quiet side road with access to snowmobile trails. Inside is a gorgeous great room space with vaulted ceilings and exposed

  Adam Palmiter Berkley & Veller Greenwood/Dover

  15 Three Streams Way, Wilmington, VT 05363
• 

  

  /30

  Est $364,144 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,295 Sq Ft

  18 Castle Hill Rd, Wilmington, VT 05363

  18 Castle Hill Rd, Wilmington, VT 05363
• 

  

  /50

  $679,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,700 Sq Ft

  64 Two Brook Dr, Wilmington, VT 05363

  Beautifully finished, perfectly sized home in Great Location with five bedrooms and extra den spaces. Large open concept with living room, upscale kitchen, and dining area. Elegant fit and finish including the newly built out lower level. This home has an engaging approach with a driveway on each side, back deck / covered porch complete with wind blocking sides and built in heat lamps making

  Steve Goldfarb Deerfield Valley Real Estate

  64 Two Brook Dr, Wilmington, VT 05363
• 

  

  /31

  $455,000 Sold Feb 21, 2025

  • 1,827 Sq Ft
  • $249/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  9 Lilla Ln, Wilmington, VT 05363

  Beautiful updated contemporary chalet located in the Chimney Hill Community just outside the village of Wilmington. This fully renovated and upgraded home has nearby access to Lake Whitingham, is a short drive to the Mt Snow ski resort, and access to one of the best hiking areas in Southern Vermont up Haystack Mountain, thanks to the community adjacent Green Mountain National Forest. It sits

  Adam Palmiter Berkley & Veller Greenwood/Dover

  9 Lilla Ln, Wilmington, VT 05363
• 

  

  /34

  Est $628,798 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,576 Sq Ft

  72 Castle Hill Rd, Wilmington, VT 05363

  72 Castle Hill Rd, Wilmington, VT 05363
• 

  

  /46

  $379,000

  • 4 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  73 Old Town Rd, Wilmington, VT 05363

  4 Bedroom, 3 bath home with small barn, chicken coop, “sugar house” , mature perennials and landscaping with many updates for only $379,000.00!! Main floor has a large eat-in country kitchen with a wood stove to take the chill out of those fall and spring days without running the main heat or as a supplemental heat source. There is also Propane heat, pellet stove and electric baseboard for you to

  Jacki Murano Southern Vermont Realty Group

  73 Old Town Rd, Wilmington, VT 05363
• 

  

  /30

  $60,000 Sold Feb 11, 2025

  • Land
  • 3.50 Acres
  • $17,143 per Acre

  • 86 Days On Market

  Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363

  3.5 acres east of Wilmington Village offering privacy and potential mountain views to the West with some clearing. State of Vermont wastewater permit for the construction of a four-bedroom home, located on a private dead end roadway with shared road maintenance agreement. Wonderful location, convenient to Wilmington for shopping, Lake Raponda for swimming, Harriman Reservoir for boating, area

  Monique White Deerfield Valley Real Estate

  Lot 5 Ghastly Job Way Unit 5, Wilmington, VT 05363
• 

  

  /40

  Est $413,522 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  50 Ray Hill Rd, Wilmington, VT 05363

  50 Ray Hill Rd, Wilmington, VT 05363
• 

  

  /32

  $25,000

  • Land
  • 1.00 Acre
  • $25,000 per Acre

  0 Big Bend Loop Unit 5039354, Wilmington, VT 05363

  One of a handful of single lots remaining on the Hill! Septic design needs updating, Power is at the street. The lot is buffered by common land on both sides, and there is a drop off at the back. Access is best at the left end of the property, where a gentle slope takes you to this level plateau. View with clearing and in non-leaf seasons. Build your dream home and enjoy all the amenities Chimney

  Sigrid Pickering Chimney Hill Realty

  0 Big Bend Loop Unit 5039354, Wilmington, VT 05363
• 

  

  /41

  $303,000 Sold Feb 03, 2025

  • 1,260 Sq Ft
  • $240/SF
  • 139 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  5 Greer Ct, Wilmington, VT 05363

  This charming chalet situated in Chimney Hill has undergone recent upgrades, including a newly installed circular driveway with ample parking. The property features a secluded outdoor fire pit area, perfect for leisure time with friends and family. Upon entry, a new front door leads to a mudroom designed to keep gear organized. The open dining and living room area extends to an outdoor wraparound

  Monique White Deerfield Valley Real Estate

  5 Greer Ct, Wilmington, VT 05363
• 

  

  /21

  Est $418,556 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  157 Minor Rd, Wilmington, VT 05363

  157 Minor Rd, Wilmington, VT 05363
• 

  

  /36

  $559,000

  • 7 Beds
  • 6 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

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