99

Chimney Hill, VT Homes for Sale

Section Image
  • 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
  • 15 Sawmill Village Way, Dover, VT 05356
    15 Sawmill Village Way, Dover, VT 05356
    15 Sawmill Village Way, Dover, VT 05356
    /29

    $789,000

    • 5 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    15 Sawmill Village Way, Dover, VT 05356

    Beautiful contemporary farmhouse in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This bright and airy farmhouse design sits on a private level lot, and has been completely renovated to be turn key for immediate enjoyment. The interior boasts a vaulted living room with large windows, great natural light, and a gas fireplace, there is an updated chefs

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Sawmill Village Way, Dover, VT 05356
  • 11 Stone Ridge Loop, Dover, VT 05356
    11 Stone Ridge Loop, Dover, VT 05356
    11 Stone Ridge Loop, Dover, VT 05356
    /32

    $875,000

    • 4 Beds
    • 4 Baths
    • 3,374 Sq Ft

    11 Stone Ridge Loop, Dover, VT 05356

    Beautiful custom home in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This contemporary farmhouse design has been just recently updated throughout to offer country charm with modern amenities for turn key enjoyment. The interior boasts a large great room with soaring windows, great natural light, new wood flooring throughout, a new gas fireplace on

    Adam Palmiter Berkley & Veller Greenwood/Dover

    11 Stone Ridge Loop, Dover, VT 05356
  • 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
  • 41 Country Club Rd, Wilmington, VT 05363
    41 Country Club Rd, Wilmington, VT 05363
    41 Country Club Rd, Wilmington, VT 05363
    /14

    $50,000

    • Land
    • 12,632 Sq Ft
    • $172,414 per Acre

    41 Country Club Rd, Wilmington, VT 05363

    Set on 0.29 acres along a quiet dead-end, town-maintained paved road, this property offers a convenient and peaceful setting. The driveway is already in place, electric underground service is on site, and a natural spring is located on the property. Nearby access to the VAST Trails. Included in the sale is a 2015 Jayco Eagle Premier RV, providing comfortable seasonal living or a ready-made

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    41 Country Club Rd, Wilmington, VT 05363
  • 10 Grouse Ln, Dover, VT 05356
    10 Grouse Ln, Dover, VT 05356
    10 Grouse Ln, Dover, VT 05356
    /30

    $649,000

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    10 Grouse Ln, Dover, VT 05356

    Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer.Step inside to find a warm and inviting interior, highlighted by

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    10 Grouse Ln, Dover, VT 05356
  • LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    LOT 3 158/160 High Peak Way, Wilmington, VT 05363
    /18

    $90,100

    • Land
    • 21,780 Sq Ft
    • $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
  • 15 Bears Den Rd, Dover, VT 05356
    15 Bears Den Rd, Dover, VT 05356
    15 Bears Den Rd, Dover, VT 05356
    /32

    $728,000

    $47K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    15 Bears Den Rd, Dover, VT 05356

    A rare opportunity to enjoy the best of both worlds — the privacy of a single-family home with the convenience and access of condo-style living.This unique vacation home offers direct ski-home access in the sought-after Bears Crossing community on the slopes of Mount Snow. Ski back from the Carinthia trails and step out of your gear just across the street from your front

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Bears Den Rd, Dover, VT 05356
  • 136 Vermont Route 100, Dover, VT 05356
    136 Vermont Route 100, Dover, VT 05356
    136 Vermont Route 100, Dover, VT 05356
    /41

    $825,000

    $50K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 1,152 Sq Ft

    136 Vermont Route 100, Dover, VT 05356

    Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a

    Cyd Scott Cohn & Company

    136 Vermont Route 100, Dover, VT 05356
  • 2 Brook Ln, Wilmington, VT 05363
    2 Brook Ln, Wilmington, VT 05363
    2 Brook Ln, Wilmington, VT 05363
    /4

    $18,500

    $17K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $74,000 per Acre

    2 Brook Ln, Wilmington, VT 05363

    Nice building lot located in the Two Brook community, conveniently situated near Haystack Golf Course and just minutes from skiing, golf, lakes, and snowmobiling. This attractive parcel offers a peaceful setting with common land bordering the rear of the property and a stream flowing through the lot, adding to its natural appeal. Power, public water, and public sewer infrastructure are available

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    2 Brook Ln, Wilmington, VT 05363
  • 10 Grouse Ln Unit 10A, Dover, VT 05356
    10 Grouse Ln Unit 10A, Dover, VT 05356
    10 Grouse Ln Unit 10A, Dover, VT 05356
    /27

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    10 Grouse Ln Unit 10A, Dover, VT 05356

    Owners open to offers! Stunning Post and Beam style townhome overlooking spectacular views of Mount Snow and Haystack ski trails with the sunsets in the west beyond. This private end unit features an amenity rich location thanks to direct VAST snowmobile trail access, hiking and biking trails in the summer, as well as easy access to the Mount Snow golf course which is directly through the

    Adam Palmiter Berkley & Veller Greenwood/Dover

    10 Grouse Ln Unit 10A, Dover, VT 05356
  • 12A Dover Green Loop, Dover, VT 05356
    12A Dover Green Loop, Dover, VT 05356
    12A Dover Green Loop, Dover, VT 05356
    /16

    $336,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    12A Dover Green Loop, Dover, VT 05356

    Move right in and get ready to enjoy the upcoming ski season. This mostly updated 3 bed 2 bath condo at Dover Green is ready for its next owners. With the newly updated kitchen and recently updated bathrooms you can enjoy your time on the mountain before returning to your warm and cozy getaway just a few minutes away. There's a wood burning fireplace anchoring the large living room with high

    Mike Masters Four Seasons Sotheby's Int'l Realty

    12A Dover Green Loop, 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
  • 45 Mowing Way, Wilmington, VT 05363
    45 Mowing Way, Wilmington, VT 05363
    /2

    $45,000

    • Land
    • 10,890 Sq Ft
    • $180,000 per Acre

    45 Mowing Way, Wilmington, VT 05363

    Level building lot with public sewer and water at the street. Across from the Haystack Golf Course for easy year round enjoyment. Direct snowmobile access from the lot. A short drive to the public boat launch at Lake Whitingham or Mount Snow ski resort.

    Adam Palmiter Berkley & Veller Greenwood/Dover

    45 Mowing Way, Wilmington, VT 05363
  • 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
  • 27 Country Ct, Wilmington, VT 05363
    27 Country Ct, Wilmington, VT 05363
    27 Country Ct, Wilmington, VT 05363
    /50

    $389,000

    $46K PRICE DROP
    • 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
  • 14 High Top Rd Unit B124, Wilmington, VT 05363
    14 High Top Rd Unit B124, Wilmington, VT 05363
    14 High Top Rd Unit B124, Wilmington, VT 05363
    /60

    $535,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,397 Sq Ft

    14 High Top Rd Unit B124, Wilmington, VT 05363

    Section B Cul de Sac. Fabulous large house on an oversized lot! First time on the market in 20 years! 3+ bedrooms, 3 bathrooms, gas fireplace, large deck, workshop space, large driveway with plenty of level parking. Mudroom entry, laundry room, open concept living, dining and kitchen. Newer appliances, second fridge, first floor bedroom and bathroom, plus a study and two glass rooms that are

    Sigrid Pickering Chimney Hill Realty

    14 High Top Rd Unit B124, Wilmington, VT 05363
  • 33 Carinthia Dr, Dover, VT 05356
    33 Carinthia Dr, Dover, VT 05356
    33 Carinthia Dr, Dover, VT 05356
    /51

    $899,000

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    33 Carinthia Dr, Dover, VT 05356

    LOCATION, LOCATION, LOCATION!! 3000+ Sq ft, 4 beds plus den, 4.5 baths, 3 fireplaces, and an attached garage all in the Carinthia base area of Mount Snow Ski Resort!! This 4-bedroom, 4.5-bath home offers a versatile layout with multiple en-suite bedrooms, 3 wood-burning fireplaces, and a sauna, just steps from the slopes. The main level showcases a spacious sunken living room with cathedral

    Jacki Murano Southern Vermont Realty Group

    33 Carinthia Dr, Dover, VT 05356
  • 11 Dutchman Ln Unit 4A, Wilmington, VT 05363
    11 Dutchman Ln Unit 4A, Wilmington, VT 05363
    11 Dutchman Ln Unit 4A, Wilmington, VT 05363
    /26

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    11 Dutchman Ln Unit 4A, Wilmington, VT 05363

    Beautiful three story Powderhorn townhome on the slopes of Haystack Mountain at the exclusive Hermitage Club Ski Resort - a true four-season retreat with thoughtful upgrades that set it apart from anything else in the development. Wake up to sunrise winter views over the mountains through expansive windows thanks to the end unit location. Enjoy woodsy scenery over your private deck and great

    Adam Palmiter Berkley & Veller Greenwood/Dover

    11 Dutchman Ln Unit 4A, 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
  • 1675 Vermont 9, Searsburg, VT 05363
    1675 Vermont 9, Searsburg, VT 05363
    1675 Vermont 9, Searsburg, VT 05363
    /28

    $159,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 760 Sq Ft

    1675 Vermont 9, Searsburg, VT 05363

    Welcome to Peaceful Pines, your cottage in the woods near the entrance to the Green Mountain National Forest. The charming two-bedroom cottage/camp was lovingly maintained. Key updates include a completely rebuilt chimney and masonry work, a wood stove ( in addition to baseboard heat) to take the chill out of those fall and winter evenings, T11 siding, a newer roof, and a private back deck with

    Jacki Murano Southern Vermont Realty Group

    1675 Vermont 9, Searsburg, VT 05363
  • 8 Dorf Auf Radar Rd, Wilmington, VT 05363
    8 Dorf Auf Radar Rd, Wilmington, VT 05363
    8 Dorf Auf Radar Rd, Wilmington, VT 05363
    /20

    $39,900

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

    8 Dorf Auf Radar Rd, Wilmington, VT 05363

    Delightful, affordable! Be right in the heart of ski country with access to hiking, boating, fishing and biking! This tidy 2 bedroom home has a 10x16 storage shed for your gear! Big enough for a weekend of fun but small enough to keep the costs reasonable. This is better than renting, and always available when you are! This is an exciting find! The property can only be a vacation/second home only.

    Christine Lewis Brattleboro Area Realty

    8 Dorf Auf Radar Rd, Wilmington, VT 05363
  • 60 E Brook Crossing, Wilmington, VT 05363
    60 E Brook Crossing, Wilmington, VT 05363
    60 E Brook Crossing, Wilmington, VT 05363
    /45

    $399,000

    $60K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    60 E Brook Crossing, Wilmington, VT 05363

    Tucked among mature trees in the desirable lower section of Chimney Hill, this charming home offers comfort, character, and easy living. A gently sloping gravel driveway and attached converted garage provide year-round convenience, while beautifully established perennial gardens and a gently sloping yard create an inviting outdoor setting rarely found in the area. Inside, the home exudes warmth

    Erica Reynolds Southern Vermont Realty Group

    60 E Brook Crossing, 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
  • 29 First Unit 17, Wilmington, VT 05363
    29 First Unit 17, Wilmington, VT 05363
    29 First Unit 17, Wilmington, VT 05363
    /45

    $428,000

    $21K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,015 Sq Ft

    29 First Unit 17, Wilmington, VT 05363

    Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sited on the 1st fairway at the Haystack Golf Course. An oversized deck invites outdoor dining and entertaining, with sunsets over Haystack Mountain as your backdrop. Inside, natural light pours through windows and skylights into the open floor plan featuring vaulted ceilings, a fieldstone wood-burning

    Monique White Deerfield Valley Real Estate

    29 First Unit 17, 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
  • 121 Fannie Hill Rd, Wilmington, VT 05363
    121 Fannie Hill Rd, Wilmington, VT 05363
    121 Fannie Hill Rd, Wilmington, VT 05363
    /33

    $2,100,000

    • 7 Beds
    • 4 Baths
    • 4,256 Sq Ft

    121 Fannie Hill Rd, Wilmington, VT 05363

    Owner will consider offers. 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

    Adam Palmiter Berkley & Veller Greenwood/Dover

    121 Fannie Hill Rd, 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
  • 9 Greer Ct, Wilmington, VT 05363
    9 Greer Ct, Wilmington, VT 05363
    9 Greer Ct, Wilmington, VT 05363
    /32

    $575,000

    • 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
  • 1 Frog Hollow, Wilmington, VT 05363
    1 Frog Hollow, Wilmington, VT 05363
    1 Frog Hollow, Wilmington, VT 05363
    /39

    $349,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1 Frog Hollow, Wilmington, VT 05363

    Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment.Recent updates, including the roof and

    Rich Caplan Deerfield Valley Real Estate

    1 Frog Hollow, Wilmington, VT 05363
  • 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
  • 52A Suntec Loop, Dover, VT 05356
    52A Suntec Loop, Dover, VT 05356
    52A Suntec Loop, Dover, VT 05356
    /36

    $349,000

    $98K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,768 Sq Ft

    52A Suntec Loop, Dover, VT 05356

    Brand NEW building exterior, windows, doors! This beautifully maintained, bright & spacious 3 bedroom, 3 bath, plus loft townhome, offers the perfect blend of space, comfort, and convenience just minutes from Mount Snow’s main base lodge, Carinthia Lodge, and the Hermitage Club. This home features three large bedrooms with high ceilings, a versatile loft, and open concept layout, providing plenty

    Prema Fitzpatrick Real Broker LLC

    52A Suntec Loop, Dover, VT 05356
  • 9F Brumms Way Unit 9F, Dover, VT 05356
    9F Brumms Way Unit 9F, Dover, VT 05356
    9F Brumms Way Unit 9F, Dover, VT 05356
    /48

    $384,900

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    9F Brumms Way Unit 9F, Dover, VT 05356

    Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a

    Steve Goldfarb Deerfield Valley Real Estate

    9F Brumms Way Unit 9F, Dover, VT 05356
  • 123 High Top Rd, Wilmington, VT 05363
    123 High Top Rd, Wilmington, VT 05363
    123 High Top Rd, Wilmington, VT 05363
    /44

    $65,000

    • Land
    • 36,154 Sq Ft
    • $78,313 per Acre

    123 High Top Rd, Wilmington, VT 05363

    Section B - new to market! Oversized building lot with new perc tests show it is suitable for a 3-bedroom single family home. Lot may support a larger home; buyer would have to pursue this option at their own cost. As an owner of an undeveloped lot in CHOA, you are entitled to all the recreation amenities in the Resort, including year-round swimming at the exclusive member-only clubhouse, located

    Sigrid Pickering Chimney Hill Realty

    123 High Top Rd, Wilmington, VT 05363
  • 2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363
    /60

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363

    Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More

    Sigrid Pickering Chimney Hill Realty

    2 Wood Lot Ln Unit C-215, Wilmington, VT 05363

Showing Results 41 - 80, Page 2 of 3

Vermont

Real Estate & Homes for Sale in Chimney Hill, VT

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group