36

Chimney Hill, VT Homes for Sale with Acreage

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  • 343 Haystack Rd, Wilmington, VT 05363
    343 Haystack Rd, Wilmington, VT 05363
    343 Haystack Rd, Wilmington, VT 05363
    /29

    $420,000

    $169K PRICE DROP
    • 7 Beds
    • 5 Baths
    • 3,518 Sq Ft

    343 Haystack Rd, Wilmington, VT 05363

    An opportunity for investors or buyers seeking value. Main house offers four bedrooms, four baths; including a large primary suite. The 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 who loves outdoor activities or needs extra storage space. Plus, the separate two bedroom, one bath apartment above

    Agent Photo

    Jessica Citera

    Cummings & Co

    343 Haystack 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
    /23

    $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
  • 309 Vermont Route 100, Dover, VT 05356
    309 Vermont Route 100, Dover, VT 05356
    309 Vermont Route 100, Dover, VT 05356
    /22

    $539,000

    • Land
    • 2.88 Acres
    • $187,153 per Acre

    309 Vermont Route 100, Dover, VT 05356

    Prime Investment Opportunity – Near Mount Snow Ski Resort!An exceptional development opportunity awaits just half a mile from Mount Snow Ski Resort. This level lot with stunning mountain views is ideally situated close to all area recreation – skiing, snowboarding, hiking, biking, and more.Plans for 8 units / 24 bedroomsTown sewer availableMost permits secured – only waiting on

    Rich Caplan Deerfield Valley Real Estate

    309 Vermont Route 100, Dover, VT 05356
  • 20 Bishop Rd, Searsburg, VT 05363
    20 Bishop Rd, Searsburg, VT 05363
    20 Bishop Rd, Searsburg, VT 05363
    /33

    $775,000

    • 5 Beds
    • 2 Baths
    • 3,500 Sq Ft

    20 Bishop Rd, Searsburg, VT 05363

    Sweeping long-range mountain views over the Green Mountain National Forest, Mount Snow, Haystack, and Stratton ridgelines from this stunning 2020 Moosehead log home.Situated on 7+ acres bordering thousands of acres of National Forest, the property offers direct access to VAST snowmobile trails, space to create your own private loops, and exceptional privacy — all while remaining just a

    Adam Palmiter Berkley & Veller Greenwood/Dover

    20 Bishop Rd, Searsburg, VT 05363
  • 37 Stowe Hill Rd, Wilmington, VT 05363
    37 Stowe Hill Rd, Wilmington, VT 05363
    37 Stowe Hill Rd, Wilmington, VT 05363
    /56

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,904 Sq Ft

    37 Stowe Hill Rd, Wilmington, VT 05363

    Welcome to Spruce Hill Farm, circa 1890, a beautifully restored farmhouse set on 47.7 picturesque acres just minutes from the charming village of Wilmington, Lake Raponda, Lake Whitingham, Mount Snow Ski Resort, and The Hermitage Club at Haystack. Lovingly renovated by its current owners since 1997, this exceptional property seamlessly blends modern amenities with timeless New England charm.

    Monique White Deerfield Valley Real Estate

    37 Stowe Hill Rd, Wilmington, VT 05363
  • 36 Woffenden Rd, Wilmington, VT 05363
    36 Woffenden Rd, Wilmington, VT 05363
    36 Woffenden Rd, Wilmington, VT 05363
    /41

    $2,699,000

    $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

    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

    $149,000

    $50K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 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 1 acre 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
  • 28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    28 Lightning Ledge Way, Wilmington, VT 05363
    /23

    $445,000

    $54K 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
  • 12 Someday Rd, Dover, VT 05356
    12 Someday Rd, Dover, VT 05356
    12 Someday Rd, Dover, VT 05356
    /18

    $299,000

    • Land
    • 1.06 Acres
    • $282,075 per Acre

    12 Someday Rd, Dover, VT 05356

    Located in the prestigious Someday neighborhood of West Dover,VT this 1.06-acre building lot offers a unique opportunity to create your dream home with breathtaking views of Mount Snow ski resort. The lot, which once housed the original Someday homestead as your footprint, it is now ready for its next chapter. With a permit for sewer in place for a 6-bedroom home, the property provides a head

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    12 Someday Rd, Dover, VT 05356
  • 555 Vermont 9, Wilmington, VT 05363
    555 Vermont 9, Wilmington, VT 05363
    555 Vermont 9, Wilmington, VT 05363
    /42

    $424,990

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    555 Vermont 9, Wilmington, VT 05363

    Located just minutes from the slopes of Mount Snow, the pristine waters of Lake Raponda, and the expansive Harriman Reservoir, this property offers the ideal combination of convenience, recreation, and opportunity. With ample space and zoning flexibility, you have the unique chance to build an Accessory Dwelling Unit (ADU) on-site, perfect for generating rental income, hosting guests, or creating

    Colt Hazell Flex Realty

    555 Vermont 9, Wilmington, VT 05363
  • 216 Ghastly Job Way, Wilmington, VT 05363
    216 Ghastly Job Way, Wilmington, VT 05363
    216 Ghastly Job Way, Wilmington, VT 05363
    /34

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    216 Ghastly Job Way, Wilmington, VT 05363

    Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind

    Monique White Deerfield Valley Real Estate

    216 Ghastly Job Way, Wilmington, VT 05363
  • 238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    238 Stowe Hill Rd, Wilmington, VT 05363
    /60

    $3,100,000

    $395K PRICE DROP
    • 9 Beds
    • 11 Baths
    • 6,726 Sq Ft

    238 Stowe Hill Rd, Wilmington, VT 05363

    Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    238 Stowe 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
  • 66 Somerset Rd, Searsburg, VT 05363
    66 Somerset Rd, Searsburg, VT 05363
    66 Somerset Rd, Searsburg, VT 05363
    /59

    $989,900

    • 4 Beds
    • 3 Baths
    • 5,697 Sq Ft

    66 Somerset Rd, Searsburg, VT 05363

    LOW TAXES! Six oversized garage bays across two multi-level outbuildings, direct access to National Forest, backyard waterfalls, and 5.4 private acres make this gated Southern Vermont retreat unlike anything else near Wilmington. Just five miles from downtown Wilmington and less than 12 miles from Mount Snow, the property combines substantial space for living and entertaining with exceptional

    Erica Reynolds Southern Vermont Realty Group

    66 Somerset Rd, Searsburg, 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
    /17

    $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
  • 56 Handle Rd, Dover, VT 05356
    56 Handle Rd, Dover, VT 05356
    56 Handle Rd, Dover, VT 05356
    /60

    $2,495,000

    $394K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,400 Sq Ft

    56 Handle Rd, Dover, VT 05356

    Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood

    Rich Caplan Deerfield Valley Real Estate

    56 Handle Rd, Dover, VT 05356
  • 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
    /47

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

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

    Priced to sell, on the Hill, End of the Road, Double Lot, built in 2024, Attached Garage, 3-bedroom 2 baths, Primary Suite with Ensuite Bath, Woodstove, Gas Cook Stove, Furnished, and Move-in Ready!Start enjoying all the amenities Chimney Hill offers within its 1,200-Acre Campus. Truly the most complete All-Season Resort in the Deerfield Valley with its exclusive members-only Clubhouse

    Sigrid Pickering Chimney Hill Realty

    47 Upper Howes Way Unit A-23, Wilmington, VT 05363
  • 61 E Country Club Rd, Dover, VT 05356
    61 E Country Club Rd, Dover, VT 05356
    61 E Country Club Rd, Dover, VT 05356
    /26

    $329,000

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

    61 E Country Club Rd, Dover, VT 05356

    Charming 3-Bedroom Condo Just Minutes from Mount Snow! Open House Monday Sept. 7, 10 - 12!! Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount SnowGolf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    61 E Country Club Rd, Dover, VT 05356
  • 0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
    /24

    $140,000

    • Land
    • 1.4 Acres
    • $100,000 per Acre

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363

    Build your dream mountain retreat on this exceptional 1.4-acre double lot (Lots 494 & 495) in the highly desirable Chimney Hill community. Gently sloping and situated at approximately 2,400 feet in elevation, this unique parcel offers outstanding privacy with seasonal winter valley views while directly abutting Green Mountain National Forest and HOA common land, helping preserve the peaceful

    Grayson VanHendrick Flex Realty

    0 Scattered Timber Rd Unit 5094122, Wilmington, VT 05363
  • 52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    52 Ruth Way, Wilmington, VT 05363
    /59

    $412,250

    $13K PRICE DROP
    • 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
  • 113 Happy Haven Rd, Wilmington, VT 05363
    113 Happy Haven Rd, Wilmington, VT 05363
    113 Happy Haven Rd, Wilmington, VT 05363
    /51

    $425,000

    $24K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,875 Sq Ft

    113 Happy Haven Rd, Wilmington, VT 05363

    Classic 5-bedroom, 3-bath Wilmington, Vermont chalet offering three levels of living space, outdoor hot tub, stone firepit, multiple wood-burning fireplaces, and bonus space! Tucked away on a nice lot near the end of the road but still convenient to Mount Snow, Route 100, and downtown Wilmington.The main level is the heart of the home, with soaring cathedral ceilings, an open kitchen,

    Jacki Murano Southern Vermont Realty Group

    113 Happy Haven Rd, 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
    /25

    $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
  • 456 Route 100, Wilmington, VT 05363
    456 Route 100, Wilmington, VT 05363
    456 Route 100, Wilmington, VT 05363
    /24

    $389,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft

    456 Route 100, Wilmington, VT 05363

    Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or

    Patrice Schneider Southern Vermont Realty Group

    456 Route 100, Wilmington, VT 05363
  • 183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    183 Old Mill Ln, Wilmington, VT 05363
    /43

    $1,975,000

    • 5 Beds
    • 4.5 Baths
    • 5,063 Sq Ft

    183 Old Mill Ln, Wilmington, VT 05363

    Breathtaking Lake and Vermont Forever Wild views from this 10 acre parcel overlooking Lake Whitingham, with deeded lake access. The premiere Old Mill Lane development is host to some of Wilmington's finest homes thanks to large private parcels, extended driveways, shared lake access area with kayak rack, swimming cove, and easy access to the Village of Wilmington and nearby ski areas of Mount

    Adam Palmiter Berkley & Veller Greenwood/Dover

    183 Old Mill Ln, Wilmington, VT 05363
  • 21 Lawrence Davis Dr, Wilmington, VT 05363
    21 Lawrence Davis Dr, Wilmington, VT 05363
    21 Lawrence Davis Dr, Wilmington, VT 05363
    /49

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    21 Lawrence Davis Dr, Wilmington, VT 05363

    NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington

    Donald Koelsch Deerfield Valley Real Estate

    21 Lawrence Davis Dr, Wilmington, VT 05363
  • 19 Stone Ridge Loop, Dover, VT 05356
    19 Stone Ridge Loop, Dover, VT 05356
    19 Stone Ridge Loop, Dover, VT 05356
    /27

    $199,595

    • Land
    • 4.2 Acres
    • $47,523 per Acre

    19 Stone Ridge Loop, Dover, VT 05356

    Located within the prestigious Village at Sawmill Farm, this exceptional homesite presents a rare opportunity to own in one of the Mount Snow Valley’s most sought-after communities. The extremely private property enjoys desirable southeasterly exposure with potential views of surrounding ridgelines, beautifully framed by timeless stone walls and majestic pines. A gentle slope makes it ideally

    Monique White Deerfield Valley Real Estate

    19 Stone Ridge Loop, Dover, VT 05356
  • 7 Lightning Ledge Way, Wilmington, VT 05363
    7 Lightning Ledge Way, Wilmington, VT 05363
    7 Lightning Ledge Way, Wilmington, VT 05363
    /35

    $534,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft

    7 Lightning Ledge Way, Wilmington, VT 05363

    Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    7 Lightning Ledge Way, Wilmington, VT 05363
  • 28 Stugger Rd, Dover, VT 05356
    28 Stugger Rd, Dover, VT 05356
    28 Stugger Rd, Dover, VT 05356
    /41

    $639,000

    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    28 Stugger Rd, Dover, VT 05356

    Mount Snow is less than five minutes away, and adventure starts right outside your door! Built in 2020 and offering over 2,400 square feet, this 3-bedroom, 2-bath home delivers the perfect blend of mountain convenience, comfort and four-season recreation. With direct VAST snowmobile access and an impressive heated 28' x 40' garage, this property is built for enjoying all that Vermont has to

    Chad Lackey Deerfield Valley Real Estate

    28 Stugger Rd, Dover, VT 05356
  • 3 Shannon Ridge Rd, Dover, VT 05356
    3 Shannon Ridge Rd, Dover, VT 05356
    3 Shannon Ridge Rd, Dover, VT 05356
    /41

    $999,000

    • 4 Beds
    • 4.5 Baths
    • 5,050 Sq Ft

    3 Shannon Ridge Rd, Dover, VT 05356

    Some homes are renovated. Others are carefully crafted. 3 Shannon Ridge Road is unmistakably the latter.At first glance, the home feels elegant. Spend time inside, however, & its character begins to emerge: 16-ft.-long wide pine floors secured w/ traditional square nails, remarkably high ceilings, beautifully composed architecture, expansive windows, live-edge wood, a kitchen for entertaining and

    Jacki Murano Southern Vermont Realty Group

    3 Shannon Ridge Rd, Dover, VT 05356
  • 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
  • 88 Mann Rd, Wilmington, VT 05363
    88 Mann Rd, Wilmington, VT 05363
    88 Mann Rd, Wilmington, VT 05363
    /60

    $6,898,000

    New Construction
    • 5 Beds
    • 8 Baths
    • 4,000 Sq Ft

    88 Mann Rd, Wilmington, VT 05363

    A truly one-of-a-kind estate. Uncompromising quality, timeless design, and exceptional craftsmanship. Every detail has been thoughtfully curated, showcasing impeccable fit and finish. The spectacular main residence features custom stone flooring, reclaimed vintage barn board accents, and a dramatic great room anchored by a massive smooth stone fireplace and walls of glass with natural light. At

    Rich Caplan Deerfield Valley Real Estate

    88 Mann Rd, Wilmington, VT 05363
  • 5 Old Mill Crossing, Wilmington, VT 05363
    5 Old Mill Crossing, Wilmington, VT 05363
    5 Old Mill Crossing, Wilmington, VT 05363
    /7

    $3,999,000

    New Construction
    • 5 Beds
    • 8 Baths
    • 6,500 Sq Ft

    5 Old Mill Crossing, Wilmington, VT 05363

    Old Mill on Haystack Mountain is a mountain residence designed for the next chapter of family life, set on 3.58 acres within the gates of The Hermitage Club with views of the Haystack trails. With over 6,000 square feet of finished living space, the home offers the scale and flexibility to comfortably accommodate children, grandchildren, friends, and extended family while still providing a sense

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    5 Old Mill Crossing, Wilmington, VT 05363
  • 0 Route 100 Unit 5100378, Dover, VT 05356
    0 Route 100 Unit 5100378, Dover, VT 05356
    0 Route 100 Unit 5100378, Dover, VT 05356
    /7

    $135,000

    • Land
    • 4.5 Acres
    • $30,000 per Acre

    0 Route 100 Unit 5100378, Dover, VT 05356

    Nestled just half a mile from the renowned Mount Snow Resort, this exquisite 4.50-acre property offers a remarkable opportunity to create your dream home in a prime location. With a cleared driveway and an essential permit already secured (Waste Water Permit for a mound wastewater disposal system and a Potable Water Permit for a drilled bedrock water supply), this lot is ready for development.

    Donna Brown Skihome Realty

    0 Route 100 Unit 5100378, Dover, VT 05356
  • 47 West Rd, Wilmington, VT 05363
    47 West Rd, Wilmington, VT 05363
    47 West Rd, Wilmington, VT 05363
    /30

    $997,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,865 Sq Ft

    47 West Rd, Wilmington, VT 05363

    Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community, with an anticipated completion date of September 2026. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes.The main living area creates an inviting

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    47 West Rd, Wilmington, VT 05363
  • 45 Blue Brook Rd, Dover, VT 05356
    45 Blue Brook Rd, Dover, VT 05356
    45 Blue Brook Rd, Dover, VT 05356
    /26

    $494,000

    $5K PRICE DROP
    • 7 Beds
    • 2 Baths
    • 2,038 Sq Ft

    45 Blue Brook Rd, Dover, VT 05356

    Owners open to offers! A truly unique and eclectic ski chalet. The current owner has tastefully updated this home in order to foster a tremendous rental investment, but it could also work great for anyone looking for a spacious ski home with great access off a paved town road and tremendous mountain proximity. Easily accessible off a paved road, not far from shuttle service, and only a couple

    Adam Palmiter Berkley & Veller Greenwood/Dover

    45 Blue Brook Rd, Dover, VT 05356
  • 420 Ray Hill Rd, Wilmington, VT 05363
    420 Ray Hill Rd, Wilmington, VT 05363
    420 Ray Hill Rd, Wilmington, VT 05363
    /47

    $1,995,000

    • 6 Beds
    • 6.5 Baths
    • 5,545 Sq Ft

    420 Ray Hill Rd, Wilmington, VT 05363

    This impressive 6-bedroom, 7-bath farm-style timber frame home, built by Davis Frame and featured on their website as “The Great White Barn,” sits on 3.51 acres just minutes from the Hermitage Club, Mount Snow, downtown Wilmington, lakes, hiking, golf, and VAST trails. Formerly known by its previous owners as “La Maison de Pommes” (House of Apples) for its old apple orchard setting, the home was

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    420 Ray Hill Rd, Wilmington, VT 05363
Vermont

Homes for Sale with Acreage in Chimney Hill, VT

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