23

Modern Homes for Sale in Chimney Hill, VT

Section Image
  • /32

    $524,500

    Open Sat 11AM - 2PM $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    14 Mill Rd, West Dover, VT 05356

    Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow RECENT PRICE REDUCTIONOPEN HOUSE SATURDAY SEPT. 19TH FROM 11 AM TO 2 PMIdeally located just minutes from Mount Snow, this inviting 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and privacy. Nestled in the desirable Sugar Mill Village community, just off Route 100, the property is tucked

    Joe Castaluccio Winhall Real Estate

    14 Mill Rd, West Dover, VT 05356
  • /31

    $649,000

    • 5 Beds
    • 3.5 Baths
    • 2,830 Sq Ft

    36 Bears Den Rd, West Dover, VT 05356

    Lovely ski home home in an ideal location, offering the privacy of a single-family residence with the convenience of a groomed ski-home trail and direct shuttle service just steps from your front door.Nestled on a well-positioned lot in the desirable Bears Crossing community, the home backs directly to the ski-home trail with a bridge to cross right to your deck on your way home and

    Adam Palmiter Berkley & Veller Greenwood/Dover

    36 Bears Den Rd, West Dover, VT 05356
  • /19

    $379,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    2M Carinthia Rd, Dover, VT 05356

    One of a kind opportunity to be trailside at Mount Snow in a truly turn key completely updated unit. A rare chance to own a unit at Glen Run, at the base of Carinthia, with easy access to the earliest and latest trails open via the magic carpet, as well as to the newly built base lodge. This convenient one bedroom unit is on the ground floor affording easy access in and out via the rear slider,

    Adam Palmiter Berkley & Veller Greenwood/Dover

    2M Carinthia Rd, Dover, VT 05356
  • /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
  • /19

    $399,000

    $50K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,712 Sq Ft

    3 Woodchuck, Wilmington, VT 05363

    Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large

    Adam Palmiter Berkley & Veller Greenwood/Dover

    3 Woodchuck, Wilmington, VT 05363
  • /39

    $520,342

    • 3 Beds
    • 3 Baths
    • 1,521 Sq Ft

    34 Rock Split Way, Wilmington, VT 05363

    Perched atop Chimney Hill, this 3-bedroom, 3-bathroom home is perfectly suited as a vacation retreat or a primary residence, offering fantastic indoor and outdoor entertaining spaces. Enter the main level via the newly expanded staircase and deck. Inside, a spacious tile entryway provides ample room for gear and clothing storage. The sunken living room, with stone fireplace, flows seamlessly into

    Megan Quinn Southern Vermont Realty Group

    34 Rock Split Way, Wilmington, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /33

    $287,900

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    17 Willis Rd Unit 3, Wilmington, VT 05363

    Enjoy the best of Southern Vermont from this spacious and inviting condo, offering a wonderful and unique blend of comfort, convenience, and privacy. Ideally located just a short drive from Mount Snow and downtown Wilmington, this property is perfectly suited as a year-round vacation retreat or four-season home.The open concept second floor offers an effortless flow between the kitchen,

    Meghan Buckley Skihome Realty

    17 Willis Rd Unit 3, Wilmington, VT 05363
  • /19

    $449,000

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    15 Haymaker Ln Unit 6D, Wilmington, VT 05363

    Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas

    Adam Palmiter Berkley & Veller Greenwood/Dover

    15 Haymaker Ln Unit 6D, 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
How to Buy a Home How to Finance a Home How to Sell a Home